Holiday rentals in Cheltenham

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Top-rated holiday rentals in Cheltenham

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious bed is situated beside a stylish nightstand, featuring a decorative lamp and a vase of fresh orange roses. A soft throw is draped over the bed, complementing the light-colored bedding and brightening the serene bedroom atmosphere.
Flat in Highett
4.91 out of 5 average rating, 133 reviews

Bayside getaway, Impressive 1 bedroom apartment!

Comfortable apartment in Bayside Highett, a 2 min walk to train/bus stops, restaurants, bars & shops, 3 mins to major shopping centre, 10 mins to the beach & 30 mins to the city, conveniently positioned to explore Melbourne! Perfectly setup for couples & solo adventurers. As this is a whole apartment you have a fully equipped kitchen, private courtyard, laundry facilities and Netflix to be able to enjoy your stay. 24 hour check in with a key safe. Garage parking for small to medium sized car.

Guest favourite
A cozy interior features a spacious bed dressed in neutral tones, positioned next to a window displaying natural light. An adjoining kitchenette, equipped with modern appliances, is complemented by wooden accents. A comfortable seating area adds to the inviting atmosphere, accentuated by warm wooden flooring and soft lighting.
Guest house in Cheltenham
5 out of 5 average rating, 13 reviews

The Sanctuary Healing Retreat

Experience a luxury tranquil oasis designed for rejuvenation amidst nature. Unwind in top of the range Clearlight Sauna, refresh with an alfresco shower, and indulge in an open-air bath with magnesium and essential oils. Low EMF/TOX building biology build. Luxury Creswick bed. Alpaca doona and blanket. No smoking/vaping on property. Bus that goes to train station and Southland shopping centre or a 15 minute walk. 800m from IGA/chemist/post office. 7 minutes drive to Sandringham Beach.

Top guest favourite
A warmly decorated living space features a mix of vintage furnishings, including a green armchair and a vibrant dining table. Bright wall art adds character, while rich wooden accents and original floorboards create a cozy ambiance. Natural light streams in through the adjoining corridor.
Apartment in Beaumaris
5 out of 5 average rating, 84 reviews

Bayside on Keys

Welcome to a private, fully self contained, spacious and light 2 bedroom apartment set in a quiet bayside shopping village. Guests have 2 cafes, 2 restaurants, a Foodworks supermarket and bottle shop, tennis courts and a bowling club just steps away. There's plenty of free unlimited all day parking nearby. too. Located an easy 25km drive to the CBD, a stone’s throw from the cliffs of Port Phillip Bay, 3kms to Royal Melbourne Golf Course and a short walk to Ricketts Point Marine Sanctuary.

Top guest favourite
A bright living space features a light-toned sofa adorned with cushions, complemented by a round ottoman in soft pink. A wooden TV unit holds a flat-screen television, while large windows allow natural light to fill the room, creating an inviting atmosphere.
Home in Mentone
4.96 out of 5 average rating, 57 reviews

Cosy Seaside Retreat - Charming Unit by the Beach

Discover a charming retreat just 2km from Mentone's pristine beaches. This cosy 2-storey unit boasts a fully equipped kitchen, offering a perfect blend of comfort and convenience. Immerse yourself in a relaxing getaway, surrounded by the best south-east Melbourne has to offer! Local shops, restaurants and public transportation within walking distance and a mere 35 minutes from the Melbourne CBD. This location is a great central base for anyone wanting to explore the south-east of Victoria.

Top guest favourite
An open-plan kitchen area is highlighted by modern cabinetry and a sleek countertop. Three wooden stools are positioned at the counter. Large windows allow natural light to illuminate the space, which features a cool blue backsplash and essential kitchen appliances.
Tiny home in Cheltenham
5 out of 5 average rating, 15 reviews

New bungalow in Cheltenham.

Newly built, one bedroom bungalow in Cheltenham at the back of a family home. The bungalow has its own front door access. Queen sized bed, large bathroom and open plan living area with a full kitchen. 300m to Cheltenham train station, shops and restaurants. 150m to all day parking. 1.5km to Southland shopping centre. 2km to the beach. The front door is off a driveway access at the back of the whole property and the back door opens onto the garden of our family home with children.

Guest favourite
A scenic view of the surrounding neighborhood is captured, including rooftops, lush trees, and utility poles. The distant mountains create a natural backdrop against the clear blue sky, conveying a sense of tranquility.
Flat in Highett
4.95 out of 5 average rating, 20 reviews

Highett Heaven

1bdm modern penthouse apartment steps away from vibrant Southland shopping centre, train and bus terminals. Enjoy the breathtaking views from the floor to ceiling windows and balcony. It has the lounge room adjacent the modern kitchen. One bedroom with queen bed, a well equipped seperate office with a pull out sofa, a well equipped european laundry and 2 bathrooms, including ensuite. It also has split heating/air con and a video entry camera with lift access. Free wifi included.

Top guest favourite
A vibrant garden scene showcases bold pink flowers blooming in the foreground, leading to a welcoming entrance. The entrance features a decorative screen door and is framed by potted plants, creating a lively and inviting atmosphere.
Guest house in Parkdale
4.85 out of 5 average rating, 113 reviews

Garden Bungalow with the Possums

A beautiful, calm, quiet space in my garden where the birds sing close to Mentone Bay and Parkdale beach. Long term let very welcome. Parkdale Railway Station on the Frankston line has been upgraded and is fully functional. With foliage it will be perfect! Even the lifts are now working. Super host title refers to any host who has hosted 10 visits per annum. Nothing to do with facilities, care, location or welcome. Simply how many times you have hosted through airbnb!

Superhost
A bright living area is shown, featuring a red sofa and a dining table with four white chairs. Large windows allow natural light to fill the space, highlighting the polished wooden floor. The kitchen area is equipped with modern appliances and sleek cabinetry.
Home in Cheltenham East
4.7 out of 5 average rating, 43 reviews

Bay Rd | Kids & Pet Friendly | Free Parking

H-A-K-U-N-A M-A-T-A-T-A! Means no worries. That’s exactly how you’ll feel staying at this one bedroom unit in the highly desirable Bayside area of Melbourne while being just 20km from the CBD. We are also experienced in working with insurance companies to provide relocation accommodation. We welcome those renovating their homes, relocating or returning to Melbourne, providing an interim accommodation solution as you transition into your new location and permanent home.

Superhost
A well-appointed bedroom contains a spacious bed with decorative pillows and a cozy throw. Nightstands with lamps are located on either side. A small desk and chair are visible in the background, accompanied by framed wall art. Natural light enters through a window with minimal coverings.
Serviced apartment in Sandringham
4.85 out of 5 average rating, 105 reviews

One Bedroom Premium Apartment

One Bedroom Premium Apartments include: - One spacious bedroom with King/Queen sized bed - Bathroom with shower & hairdryer - Fully equipped kitchen facilities - Open plan living and dining with 50” Crystal LED UHD 4K Smart TV - Private Laundry equipped with iron & ironing board - Private balcony with outdoor furniture - Individually controlled ducted heating and air conditioning - Bluetooth clock/radio - Direct dial telephone - Complimentary high speed Wifi Internet

Guest favourite
A modern living area showcases a spacious gray sofa arranged around a coffee table, complemented by an area rug. Light wood accents and neutral tones are present throughout, while the open-plan design connects to a sleek kitchen in the background. Natural light fills the space.
Home in Highett
4.89 out of 5 average rating, 65 reviews

Perfect Holiday Home 5min to Beach / Shops / Cafes

Imagine a luxurious brand new home away from home at the heart of everything minutes from Westfield Southland, a stroll from cafes & restaurants, minutes from the beach. Bring the entire family & friends for your beach or golf holiday, wedding or church event, or book for an intimate romantic getaway, stroll on the beach, enjoy the views and relax in the bath afterwards. Whatever your intention, this flexible and fully equipped home can accommodate to your needs.

Guest favourite
A neatly arranged bedroom features a spacious bed adorned with pink and maroon bedding. A bouquet of pink roses sits at the foot of the bed, while a stylish handbag and a decorative throw blanket add warmth to the space. Wall art complements the room's aesthetic.
Flat in Bentleigh
4.85 out of 5 average rating, 109 reviews

Newly Renovated 2 Bedrooms Bentleigh Retreat

Welcome to our stylish 2-bedroom apartment in Bentleigh! Recently renovated, it offers 3 aircon units, a modern kitchen, and a stylish bathroom. Enjoy the convenience of being near Morabbin and Patterson train stations, cafes, Woolworths, and Nepean Hwy. The apartment is pet-friendly and features a dedicated work space. You'll have free on-site parking and accommodation for up to 5 guests. Book now for a comfortable and enjoyable stay!

Superhost
A cozy studio apartment features a spacious bed with layered bedding against a neutral wall. A green couch is positioned nearby, alongside a small dining table with a linen tablecloth. Large glass doors provide natural light and a view of the outdoor space.
Guest house in Bentleigh East
4.82 out of 5 average rating, 146 reviews

A perfect location granny flat

Keep it simple at this peaceful and centrally located place. Convenience public transport to the major hotspots of whole city. Enjoy a fast connection to the Chadstone and Southland, no more jams in traffic. Close to the Karkarook Park and some most beautiful and welcome golf club, such as Yarra Yarra and Commonwealth. At mean time, 15 mins to Mentone Beach and you are on the fast lane to beach life of Mornington Peninsula.

Popular amenities for Cheltenham holiday rentals

When is the best time to visit Cheltenham?

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Avg. price$116 SGD$114 SGD$119 SGD$120 SGD$103 SGD$102 SGD$110 SGD$127 SGD$115 SGD$123 SGD$119 SGD$125 SGD
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Frequently Asked Questions

  • Are there apartment rentals with a dedicated workspace in Cheltenham?

    Yes! Work meets play with ease at over 10 apartment rentals in Cheltenham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Cheltenham?

    Experience the best of Cheltenham with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Cheltenham have air conditioning?

    Absolutely! We offer over 30 apartment rentals with air conditioning in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cheltenham have a kitchen?

    Absolutely! We offer over 30 apartment rentals with a kitchen in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Are there Cheltenham apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment rentals with pools in Cheltenham, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Cheltenham have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Cheltenham?

    Four-legged friends are welcome in Cheltenham. Choose from more than 10 house rentals for guests traveling with pets.

  • Do serviced apartment rentals in Cheltenham have wifi?

    Absolutely! We offer over 10 serviced apartment rentals with wifi in Cheltenham. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Cheltenham?

    Cheltenham has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Cheltenham?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with free parking, over 30 homes with a kitchen, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Cheltenham

  • Total holiday rentals

    Explore 140 holiday rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    130 of Cheltenham holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cheltenham rentals

  • 4.8 Average rating

    Cheltenham stays are highly rated by guests – averaging 4.8 out of 5!

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